Abstract
The molecular structure of 3,3-difluoro-5α-androstane-17β-ol acetate was analyzed by 1H, 13C, and 19F nuclear magnetic resonance (NMR) techniques; two-dimensional NMR was used to assigned 1H and 13C resonances. The 1H NMR spectrum in deuterated chloroform shows three sharp singlets (δ = 0.74, 0.79, and 2.00 ppm) integrating for three protons each, an isolated triplet at 4.55 ppm integrating for one proton, and overlapping multiplets between 0.72 and 2.12 ppm integrating for 31 protons. The 13C spectrum shows 18 resonances between 10 and 55 ppm, and three additional resonances at 82.9, 124.0, and 171.5 ppm. The 19F{ 1H} spectrum shows two sets of doublets (observed 2J = 150 Hz) at 5.00 and −4.80 ppm. Multiplets arising from 19F- 13C J-coupling provide the starting assignment for all resonances by means of 1H homonuclear correlation (COSY) and 1H- 13C heteronuclear correlation spectroscopy.
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